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How To Recruit Spies on the Internet Ira Winkler, CISSP [email protected] +1-410-544-3435

How To Recruit Spies on the Internet Ira Winkler, CISSP [email protected] +1-410-544-3435

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Page 1: How To Recruit Spies on the Internet Ira Winkler, CISSP ira@isag.com +1-410-544-3435

How To Recruit Spies on the Internet

Ira Winkler, CISSP

[email protected]

+1-410-544-3435

Page 2: How To Recruit Spies on the Internet Ira Winkler, CISSP ira@isag.com +1-410-544-3435

I’m Sick of Wikileaks, But…• Wikileaks is an example of how an insider

can become an Internet-based spy• Reportedly Manning worked with Assange

about passing the materials over• Manning had all the characteristics of a

“spy”• It is easily understandable• It is an example of a spy recruiting

themselves

Page 3: How To Recruit Spies on the Internet Ira Winkler, CISSP ira@isag.com +1-410-544-3435

The First Time It Hit Me

• Performing espionage simulation of large high tech company

• Open source research found employee posting to singles website

• Woman described her ideal man checklist• Security manager wanted me to be her

ideal man and see what I could get out of her

Page 4: How To Recruit Spies on the Internet Ira Winkler, CISSP ira@isag.com +1-410-544-3435

What is a Spy?

• There are very distinct terms for different tasks within Human Intelligence

• Operative – Puppet master, not James Bond• Special Agent – The term for a law enforcement

officer, who tracks down spies• Agent – A person who has access to information,

and is manipulated by the operative to giving it up

• Black Bag Operation – An operative personally tries to compromise information– Generally very rare

Page 5: How To Recruit Spies on the Internet Ira Winkler, CISSP ira@isag.com +1-410-544-3435

Operatives

• Try to always keep their hands clean• Primary job is finding, recruiting and

maintaining “agents”– Requires a lot of work

• Trained to look for people with psychological weaknesses, who are vulnerable to manipulation

• Uses a variety of techniques for information exchange once recruited

Page 6: How To Recruit Spies on the Internet Ira Winkler, CISSP ira@isag.com +1-410-544-3435

Russian Illegals

• These were the summer spies if you remember• Talk was how they were useless to Russia• However,

– Went to top business schools– Partied with Wall Street executives– Mingled in top political and social circles– Put themselves out there as against US policies

• Perfect positioning to find potential Agents• We really don’t know their successes in that

regard

Page 7: How To Recruit Spies on the Internet Ira Winkler, CISSP ira@isag.com +1-410-544-3435

What Do Operatives Look For?

• MICE – Money– Ideology– Coercion– Ego

• Frequently a combination of 2 or more• Once sucked in, they solidify the lock

Page 8: How To Recruit Spies on the Internet Ira Winkler, CISSP ira@isag.com +1-410-544-3435

Stan Methodology

• Look for regular bar goers• Ask for cigarette• If they talk and have access to information,

follow up for next meeting• Ask for basic information• Over reward, and ask for more• Over reward, and ask for more• Get something sensitive, and lock them in

with more money

Page 9: How To Recruit Spies on the Internet Ira Winkler, CISSP ira@isag.com +1-410-544-3435

They Might Not Know• A good operative can sometimes get a

person to give information and who doesn’t know they are an operative

• Operative develops a plausible story, and the person just wants to be helpful

• Usually involves a fake identity– Got Stan National Security Council information– Ideal scenario for the Internet

Page 10: How To Recruit Spies on the Internet Ira Winkler, CISSP ira@isag.com +1-410-544-3435

Russian Hacker

• Investigating large corporate hacking• Used line analyzer to track hacker• Watched him pop around the Internet and

go in chat rooms pretending to be a 5’6”, blonde haired, green eyed, 15 year old girl

• Got hackers to tell where they hacked, and asked them to prove it by providing logins, etc.

• Yes, they were that dumb

Page 11: How To Recruit Spies on the Internet Ira Winkler, CISSP ira@isag.com +1-410-544-3435

Changing Language Patterns

• Stealing becomes borrowing, sharing, or copying

• You aren’t a spy, you’re fighting for freedom

• They didn’t treat you right and you’re showing them that they have to change their ways

• NLP for example

Page 12: How To Recruit Spies on the Internet Ira Winkler, CISSP ira@isag.com +1-410-544-3435

Agents

• Manning for example• Generally have significant

psychological flaws• Sometimes have gross naïveté,

especially frequently when the Internet is concerned

• Wanting to believe what they are told on the Internet

Page 13: How To Recruit Spies on the Internet Ira Winkler, CISSP ira@isag.com +1-410-544-3435

More Than “Social Engineering”

• The term has become overused and meaningless

• Human elicitation is a better term• Unfortunately, the term Social Engineering

has taking out the concept of “engineering”

• There is a science applied by intelligence operatives

• It is a repeatable process

Page 14: How To Recruit Spies on the Internet Ira Winkler, CISSP ira@isag.com +1-410-544-3435

Social Networking is a Treasure Trove

• Tells every aspect of your life• Tells your interests, family, employer• People discuss every aspect of their lives• People discuss problems with their

employers• People leave tracks that show their

vulnerabilities• People don’t realize what’s out there

Page 15: How To Recruit Spies on the Internet Ira Winkler, CISSP ira@isag.com +1-410-544-3435

Spy On Yourself Project• Friend had class he taught research

themselves on the Internet for a class intelligence project

• Could tell when people started project, because they would show up early to class and ask how they could get the stuff off the Internet

• Didn’t even include Facebook• Have you ever researched what the Internet

says about you?

Page 16: How To Recruit Spies on the Internet Ira Winkler, CISSP ira@isag.com +1-410-544-3435

Consider

• Can you tell if someone needs money from social networks?

• Can you tell someone’s ideology and preferences?

• Do people post things that are inevitably embarrassing?

• Can you tell if someone has ego related issues?

Page 17: How To Recruit Spies on the Internet Ira Winkler, CISSP ira@isag.com +1-410-544-3435

Other People Can Post It

• How many people have had “friends” post meeting attendance by you?

• What about organizations publishing your involvement?

• How much about you is public record?• How many of you had a picture of you turn

up on the Internet?• How many of you wish something was

posted about you wouldn’t have?

Page 18: How To Recruit Spies on the Internet Ira Winkler, CISSP ira@isag.com +1-410-544-3435

Targeting a Person

• The adversary might target an organization and then find a person who is vulnerable

• An adversary might target the person specifically

• Depends upon the nature of the adversary’s intent

Page 19: How To Recruit Spies on the Internet Ira Winkler, CISSP ira@isag.com +1-410-544-3435

Sophisticated Adversaries

• Target high value individuals• Mostly target organizations, then find

vulnerable individuals• Anyone can be a target because of their

relationships• Frequently, it is for obtaining computer

access• Sometimes, it is for recruitment of the

individual

Page 20: How To Recruit Spies on the Internet Ira Winkler, CISSP ira@isag.com +1-410-544-3435

China Example

• Refer to my previous talk• Search for individuals who are interested

in attending a conference to send them malware and establish a foothold in the organization

• Send a person a file, that appears to be from a trusted party, that is relevant to job– Requires multiple layers of research

Page 21: How To Recruit Spies on the Internet Ira Winkler, CISSP ira@isag.com +1-410-544-3435

Targeting Vulnerable Individuals

• Israeli soldier who posted raid in advance• Finding disgruntled people inside target• Finding groups where people share

information• Cross reference it with other sources on

the Internet• Establish fake friendships with fake

profiles

Page 22: How To Recruit Spies on the Internet Ira Winkler, CISSP ira@isag.com +1-410-544-3435

Robin Sage Issue

• Someone set up a fake profile to see how many people would respond to it

• Had hundreds of friends in the Intelligence and Defense communities

• Started getting friend requests from hostile areas

Page 23: How To Recruit Spies on the Internet Ira Winkler, CISSP ira@isag.com +1-410-544-3435

Fake Profiles and Groups are Easy to Start

• Mike Murray tried to fake himself until I mentioned it would be a great attack

• Regular celebrity and corporate fakes• There have not been publicly announced

espionage profiles, but intelligence operatives would be foolish not to

Page 24: How To Recruit Spies on the Internet Ira Winkler, CISSP ira@isag.com +1-410-544-3435

It Only Takes One

• Per Stan, all an adversary needs is one person in your organization and they can get everything

• Consider how much data Manning was able to compromise

Page 25: How To Recruit Spies on the Internet Ira Winkler, CISSP ira@isag.com +1-410-544-3435

How I Would Do It

• Search an organization• Identify as many people as possible

through Google and other sources• Profile their likes, interests, friends,

troubles, issues, family, etc• Create fake profiles, join relevant

groups• Search for vulnerable people• Solicit as many as possible until you

find a vulnerable person

Page 26: How To Recruit Spies on the Internet Ira Winkler, CISSP ira@isag.com +1-410-544-3435

The Key

• The people never know who they are really dealing with

• Over time, I would manipulate them to give me information, whether they know they are being manipulated or not

• Again, it only takes one, and there are thousands of targets

• Intelligence agencies and criminals have lots of time to find that “one”

Page 27: How To Recruit Spies on the Internet Ira Winkler, CISSP ira@isag.com +1-410-544-3435

For Your Reading Pleasure

Page 28: How To Recruit Spies on the Internet Ira Winkler, CISSP ira@isag.com +1-410-544-3435

For More Information

Ira Winkler, [email protected]

+1-410-544-3435http://www.facebook.com/ira.winkler

@irawinkler